Starting from the south, the trailhead intersects with Ridge Trail
at June Pond. Trailheads are marked on trees with a sign posted about 15 to 20 feet up. The intersection with Hardwood Notch Trail
is a major intersection where the trails converge into a more open space than the singletrack trails. The Quarry Trail runs at an angle across Hardwood Notch Trail
Stay straight, running across the small slope, to continue on Quarry Trail. This section is where the trail takes a small climb before dropping into the Chickering Pond Trail
loop. The descent is steep enough to warrant careful footing, but not so steep that running has to slow significantly. It is a fun section.
At Chickering Pond Trail
, runners can make a left to access a number of trails with hills and more technical terrain, mostly in the northern half of the park. Or runners can go right and head into the southern section of the trail system which is more level and more doubletrack.